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ABSTRACT The oxidative coupling polymerization of 2,6-dihydroxynaphthalene was found to take place in basic water. Alkaline metal bases such as NaOH and K2CO3 with the catalyst of copper(II)
disodium ethylenediaminetetraacetate tetrahydrate resulted in promoting the over-oxidation to form the quinone unit and the C–O coupling to form the ether unit. When amines were employed as
the base, their structures affected the polymerization results. HOCH2CH2NH2, and (HOCH2)3CNH2 produced poly(2,6-dihydroxy-1,5-naphthylene) without the quinone and the ether units, however,
which were formed in the presence of Me2NH, Me3N, and BnNH2. Surprisingly, it was found that the catalyst was dispensable for amines to promote this polymerization. SIMILAR CONTENT BEING
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September 2020 ARTICLE PDF REFERENCES * M. B. Jones and P. Kovacic, in “Encyclopedia of Polymer Science and Engineering,” 2nd ed., H. F. Mark, N. M. Bikales, C. G. Overberger, G. Menges, and
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2235 (2004). Download references AUTHOR INFORMATION Author notes * Masato Suzuki Present address: Department of Materials Science and Engineering, Graduate School of Engineering, Nagoya
Institute of Technology, Gokisocho, Showa-ku, Nagoya, 466-8555, Japan AUTHORS AND AFFILIATIONS * Department of Organic and Polymeric Materials, and International Research Center of
Macromolecular Science, , Tokyo Institute of Technology, O-okayama, Meguro-ku, 152-8552, Japan Yosuke Tsutsui, Naoko Numao & Masato Suzuki Authors * Yosuke Tsutsui View author
publications You can also search for this author inPubMed Google Scholar * Naoko Numao View author publications You can also search for this author inPubMed Google Scholar * Masato Suzuki
View author publications You can also search for this author inPubMed Google Scholar CORRESPONDING AUTHOR Correspondence to Masato Suzuki. RIGHTS AND PERMISSIONS Reprints and permissions
ABOUT THIS ARTICLE CITE THIS ARTICLE Tsutsui, Y., Numao, N. & Suzuki, M. Oxidative Coupling Polymerization of 2,6-Dihydroxynaphthalene in Basic Water. _Polym J_ 38, 234–239 (2006).
https://doi.org/10.1295/polymj.38.234 Download citation * Received: 09 September 2005 * Accepted: 19 October 2005 * Published: 15 February 2006 * Issue Date: 01 March 2006 * DOI:
https://doi.org/10.1295/polymj.38.234 SHARE THIS ARTICLE Anyone you share the following link with will be able to read this content: Get shareable link Sorry, a shareable link is not
currently available for this article. Copy to clipboard Provided by the Springer Nature SharedIt content-sharing initiative KEYWORDS * Oxidative Coupling Polymerization *
2,6-Dihydroxynaphthalene * Water * Base * Copper Catalyst * Noncatalytic Polymerization